Trifluoroacetic Acid as an Effective Catalyst for Biginelli Reaction: One-Pot, Three-Component Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones (and-Thiones)

被引：6

作者：

Mohammadizadeh, Mohammad R. ^{[1
]}

Firoozi, Neda ^{[1
]}

机构：

[1] Persian Gulf Univ, Fac Sci, Dept Chem, Bushehr 75169, Iran

来源：

E-JOURNAL OF CHEMISTRY | 2011年 / 8卷

关键词：

Biginelli reaction; TFA; 3,4-Dihydropyrimidinones; beta-Dicarbonyl compounds; SOLVENT; DIHYDROPYRIMIDINONES; EFFICIENT;

D O I：

10.1155/2011/751282

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Trifluoroacetic acid (TFA) is introduced as an effective catalyst for promotion of Biginelli reaction. 3,4-Dihydropyrimidin-2(1H)-one (-thione) derivatives (DHPMs) were simply and efficiently prepared using TFA catalyzed one-pot, three-component condensation beta-dicarbonyl compounds, aldehydes and urea (thio).

引用

页码：S266 / S270

页数：5

共 24 条

[1] An improved synthesis of Biginelli-type compounds via phase-transfer catalysis [J].

Ahmed, Bahar ;

Khan, Riaz A. ;

Habibullah ;

Keshari, Manoj .

TETRAHEDRON LETTERS, 2009, 50 (24) :2889-2892

[2]

Anatoly D.S., 1998, MOLECULES, V3, P100

[3] Microwave-assisted one-pot synthesis of some dicyano-methylene derivatives of indenoquinoxaline and tryptanthrin under solvent free conditions [J].

Azizian, Javad ;

Mohammadizadeh, Mohammad R. ;

Zomorodbakhsh, Shahab ;

Mohammadi, Ali A. ;

Karimi, Ali R. .

ARKIVOC, 2007, :24-30

[4] Biginelli-like three component reaction: Synthesis of some new ethyl 6-ethoxycarbonylmethyl-4-aryl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate derivatives [J].

Azizian, Javad ;

Mohammadi, Ali A. ;

Kohshari, M. ;

Karimi, Ali R. ;

Mohammadizadeh, Mohammad R. .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2007, 44 (02) :455-458

[5] Reactions of 6-aminouracils: The first simple, fast, and highly efficient synthesis of bis(6-aminopyrimidonyl)methanes (BAPMs) using thermal or microwave-assisted solvent-free methods [J].

Azizian, Javad ;

Mohammadizadeh, Mohammad R. ;

Teimouri, Fatemeh ;

Mohammadi, Ali A. ;

Karimi, Ali R. .

SYNTHETIC COMMUNICATIONS, 2006, 36 (23) :3631-3638

[6]

Biginelli P., 2004, PURE APPL CHEM, V76, P1017

[7]

Eidman K.F., 2004, ENCY REAGENTS ORGANI

[8] Mild, efficient and rapid O-debenzylation of ortho-substituted phenols with trifluoroacetic acid [J].

Fletcher, Steven ;

Gunning, Patrick T. .

TETRAHEDRON LETTERS, 2008, 49 (33) :4817-4819

[9] NaIO4-Catalyzed One-Pot Synthesis of Dihydropyrimidinones at Room Temperature under Solvent-Free Conditions [J].

Jing, X. ;

Li, Z. ;

Pan, X. ;

Shi, Y. ;

Yan, C. .

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2009, 6 (03) :514-518

[10]

Kappe CO, 2004, EUR J MED CHEM, V39, P777

← 1 2 3 →